Claims for Patent: 9,676,766

Summary for Patent: 9,676,766

Title:	Triazolopyridines
Abstract:	The present invention relates to triazolopyridine compounds of general formula (I) which are Monopolar Spindle 1 kinase (Mps-1 or TTK) inhibitors: Formula (I), in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as given in the description and in the claims, to methods of preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds, to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis proliferative of diseases, as well as to intermediate compounds useful in the preparation of said compounds. ##STR00001##
Inventor(s):	Schulze; Volker (Bergfelde, DE), Koppitz; Marcus (Berlin, DE), Kosemund; Dirk (Berlin, DE), Schirok; Hartmut (Langenfeld, DE), Bader; Benjamin (Berlin, DE), Lienau; Philip (Berlin, DE), Wengner; Antje Margret (Berlin, DE), Briem; Hans (Berlin, DE), Holton; Simon (Berlin, DE), Siemeister; Gerhard (Berlin, DE), Prechtl; Stefan (Berlin, DE), Bomer; Ulf (Glienicke, DE)
Assignee:	BAYER INTELLECTUAL PROPERTY GMBH (Monheim, DE)
Application Number:	13/512,701
Patent Claims:	1. A compound of formula (I): ##STR00095## wherein: R.sup.1 is an aryl group, substituted, one or more times, identically or differently, with a substituent selected from: R.sup.6--(C.sub.1-C.sub.6-alkyl)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.6--(C.sub.1-C.sub.6-alkoxy)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, R.sup.6--O--, --C(.dbd.O)R.sup.6, --C(.dbd.O)O--R.sup.6, --OC(.dbd.O)--R.sup.6, --N(H)C(.dbd.O)R.sup.6, --N(R.sup.7)C(.dbd.O)R.sup.6, --N(H)C(.dbd.O)NR.sup.6R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.6R.sup.7, --NR.sup.6R.sup.7, --C(.dbd.O)N(H)R.sup.6, --C(.dbd.O)NR.sup.6R.sup.7, R.sup.6--S--, R.sup.6--S(.dbd.O)--, R.sup.6--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.6, --N(R.sup.7)S(.dbd.O)R.sup.6, --S(.dbd.O)N(H)R.sup.6, --S(.dbd.O)NR.sup.6R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.6, --N(R.sup.7)S(.dbd.O).sub.2R.sup.6, --S(.dbd.O).sub.2N(H)R.sup.6, --S(.dbd.O).sub.2NR.sup.6R.sup.7, --S(.dbd.O)(.dbd.NR.sup.6)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.6, and --N.dbd.S(.dbd.O)(R.sup.6)R.sup.7; and optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.2 is an aryl group or heteroaryl group, optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, --O--(CH.sub.2).sub.n--C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.3 is a hydrogen atom, a halogen atom, a hydroxy-, amino, cyano-, nitro-, C.sub.1-C.sub.4-alkyl-, halo-C.sub.1-C.sub.4-alkyl-, C.sub.1-C.sub.4-alkoxy-, halo-C.sub.1-C.sub.4-alkoxy-, hydroxy-C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl-, halo-C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl-, halo-C.sub.2-C.sub.6-alkenyl-, halo-C.sub.2-C.sub.6-alkynyl-, C.sub.3-C.sub.6-cycloalkyl-, or halo-C.sub.3-C.sub.6-cycloalkyl- group; R.sup.4 is a hydrogen atom, a halogen atom, a hydroxy-, amino, cyano-, nitro-, C.sub.1-C.sub.4-alkyl-, halo-C.sub.1-C.sub.4-alkyl-, C.sub.1-C.sub.4-alkoxy-, halo-C.sub.1-C.sub.4-alkoxy-, hydroxy-C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl-, halo-C.sub.1-C.sub.4-alkoxy-C.sub.1-C.sub.4-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl-, halo-C.sub.2-C.sub.6-alkenyl-, halo-C.sub.2-C.sub.6-alkynyl-, C.sub.3-C.sub.6-cycloalkyl-, or halo-C.sub.3-C.sub.6-cycloalkyl- group; R.sup.5 is a hydrogen atom; R.sup.6 is a group selected from C.sub.3-C.sub.6-cycloalkyl, 3- to 10-membered heterocyclyl, aryl, heteroaryl, --(CH.sub.2).sub.q--(C.sub.3-C.sub.6-cycloalkyl), --(CH.sub.2).sub.q-(3- to 10-membered heterocyclyl), --(CH.sub.2).sub.q-aryl, and --(CH.sub.2).sub.q-heteroaryl, wherein said group is optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, aryl-, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S (.dbd.O)(R.sup.8)R.sup.7; R.sup.7 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; or NR.sup.6R.sup.7 together form a 3- to 10-membered heterocyclyl group, optionally substituted, one or more times, identically or differently, with halogen, hydroxy, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl- or C.sub.3-C.sub.6-cycloalkyl-; R.sup.8 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; n, m, and p are each independently an integer of 0, 1, 2, 3, 4, or 5; and q is an integer of 0, 1, 2 or 3, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing. 2. The compound according to claim 1, wherein: R.sup.1 is an aryl group, substituted, one or more times, identically or differently, with a substituent selected from: R.sup.6--(C.sub.1-C.sub.6-alkyl)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.6--(C.sub.1-C.sub.6-alkoxy)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--R.sup.6--O--, --C(.dbd.O)R.sup.6, --C(.dbd.O)O--R.sup.6, --OC(.dbd.O)--R.sup.6, --N(H)C(.dbd.O)R.sup.6, --N(R.sup.7)C(.dbd.O)R.sup.6, --N(H)C(.dbd.O)NR.sup.6R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.6R.sup.7, --NR.sup.6R.sup.7, --C(.dbd.O)N(H)R.sup.6, --C(.dbd.O)NR.sup.6R.sup.7, R.sup.6--S--, R.sup.6--S(.dbd.O)--, R.sup.6--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.6, --N(R.sup.7)S(.dbd.O)R.sup.6, --S(.dbd.O)N(H)R.sup.6, --S(.dbd.O)NR.sup.6R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.6, --N(R.sup.7)S(.dbd.O).sub.2R.sup.6, --S(.dbd.O).sub.2N(H)R.sup.6, --S(.dbd.O).sub.2NR.sup.6R.sup.7, --S(.dbd.O)(.dbd.NR.sup.6)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.6, and --N.dbd.S(.dbd.O)(R.sup.6)R.sup.7; and optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.2 is an aryl group or heteroaryl group, optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, --O--(CH.sub.2).sub.n--C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.3 is a hydrogen atom, a halogen atom, a hydroxy-, C.sub.1-C.sub.4-alkyl-, halo-C.sub.1-C.sub.4-alkyl-, or C.sub.1-C.sub.4-alkoxy- group; R.sup.4 is a hydrogen atom, a halogen atom, a C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, or C.sub.1-C.sub.6-alkoxy- group; R.sup.5 is a hydrogen atom; R.sup.6 is a group selected from C.sub.3-C.sub.6-cycloalkyl, 3- to 10-membered heterocyclyl, aryl, heteroaryl, --(CH.sub.2).sub.q--(C.sub.3-C.sub.6-cycloalkyl), --(CH.sub.2).sub.q-(3- to 10-membered heterocyclyl), --(CH.sub.2).sub.q-aryl, and --(CH.sub.2).sub.q-heteroaryl, wherein said group is optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, aryl-, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.7 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; or NR.sup.6R.sup.7 together form a 3- to 10-membered heterocyclyl group, optionally substituted, one or more times, identically or differently, with halogen, hydroxy, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl- or C.sub.3-C.sub.6-cycloalkyl-; R.sup.8 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; n, m, and p are each independently an integer of 0, 1, 2, or 3; and q is an integer of 0, 1, 2 or 3, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing. 3. The compound according to claim 1, wherein: R.sup.1 is an aryl group, substituted, one or more times, identically or differently, with a substituent selected from: R.sup.6--(C.sub.1-C.sub.6-alkyl)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.6--(C.sub.1-C.sub.6-alkoxy)-, R.sup.6--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.6--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, R.sup.6--O--, --C(.dbd.O)R.sup.6, --C(.dbd.O)O--R.sup.6, --OC(.dbd.O)--R.sup.6, --N(H)C(.dbd.O)R.sup.6, --N(R.sup.7)C(.dbd.O)R.sup.6, --N(H)C(.dbd.O)NR.sup.6R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.6R.sup.7, --NR.sup.6R.sup.7, --C(.dbd.O)N(H)R.sup.6, --C(.dbd.O)NR.sup.6R.sup.7, R.sup.6--S--, R.sup.6--S(.dbd.O)--, R.sup.6--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.6, --N(R.sup.7)S(.dbd.O)R.sup.6, --S(.dbd.O)N(H)R.sup.6, --S(.dbd.O)NR.sup.6R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.6, --N(R.sup.7)S(.dbd.O).sub.2R.sup.6, --S(.dbd.O).sub.2N(H)R.sup.6, --S(.dbd.O).sub.2NR.sup.6R.sup.7, --S(.dbd.O)(.dbd.NR.sup.6)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.6, and --N.dbd.S(.dbd.O)(R.sup.6)R.sup.7; and optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.2 is an aryl group or heteroaryl group, optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, --O--(CH.sub.2).sub.n--C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.3 and R.sup.4are each a hydrogen atom; R.sup.5 is a hydrogen atom; R.sup.6 is a group selected from C.sub.3-C.sub.6-cycloalkyl, 3- to 10-membered heterocyclyl, aryl, heteroaryl, --(CH.sub.2).sub.q--(C.sub.3-C.sub.6-cycloalkyl), --(CH.sub.2).sub.q-(3- to 10-membered heterocyclyl), --(CH.sub.2).sub.q-aryl, and --(CH.sub.2).sub.q-heteroaryl, wherein said group is optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, R.sup.8--(C.sub.1-C.sub.6-alkyl)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.m--, R.sup.8--(C.sub.1-C.sub.6-alkoxy)-, R.sup.8--(CH.sub.2).sub.n(CHOH)(CH.sub.2).sub.p--O--, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-, R.sup.8--(C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl)-O--, aryl-, R.sup.8--O--, --C(.dbd.O)R.sup.8, --C(.dbd.O)O--R.sup.8, --OC(.dbd.O)--R.sup.8, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --N(H)S(.dbd.O).sub.2R.sup.8, --N(R.sup.7)S(.dbd.O).sub.2R.sup.8, --S(.dbd.O).sub.2N(H)R.sup.8, --S(.dbd.O).sub.2NR.sup.8R.sup.7, --S(.dbd.O)(.dbd.NR.sup.8)R.sup.7, --S(.dbd.O)(.dbd.NR.sup.7)R.sup.8, and --N.dbd.S(.dbd.O)(R.sup.8)R.sup.7; R.sup.7 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; or NR.sup.6R.sup.7 together form a 3- to 10-membered heterocyclyl group, optionally substituted, one or more times, identically or differently, with halogen, hydroxy, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl- or C.sub.3-C.sub.6-cycloalkyl-; R.sup.8 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or C.sub.3-C.sub.6-cycloalkyl- group; n is an integer of 0 or 1; m is an integer of 0, 1 or 2; p is an integer of 1 or 2; and q is an integer of 0, 1 or 2, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing. 4. The compound according to claim 1, wherein: R.sup.1 is a phenyl group, substituted, one or more times, identically or differently, with a substituent selected from: R.sup.6--(C.sub.1-C.sub.6-alkoxy)-, R.sup.6--O--, --C(.dbd.O)R.sup.6, --C(.dbd.O)O--R.sup.6, --N(H)C(.dbd.O)R.sup.6, --N(H)C(.dbd.O)NR.sup.6R.sup.7, --NR.sup.6R.sup.7, --C(.dbd.O)N(H)R.sup.6, --C(.dbd.O)NR.sup.6R.sup.7, R.sup.6--S--, R.sup.6--S(.dbd.O).sub.2--, --N(H)S(.dbd.O).sub.2R.sup.6, and --S(.dbd.O).sub.2N(H)R.sup.6, and optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, nitro-, C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, --N(H)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, and --N(H)S(.dbd.O).sub.2R.sup.8; R.sup.2 is a phenyl group or pyridinyl group, optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, --O--(CH.sub.2).sub.n--C(.dbd.O)NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, R.sup.8--S(.dbd.O).sub.2--, --N(H)S(.dbd.O)R.sup.8, --N(R.sup.7)S(.dbd.O)R.sup.8, --S(.dbd.O)N(H)R.sup.8, --S(.dbd.O)NR.sup.8R.sup.7, --S(.dbd.O).sub.2N(H)R.sup.8, and --S(.dbd.O).sub.2NR.sup.8R.sup.7; R.sup.3 and R.sup.4are each a hydrogen atom; R.sup.5 is a hydrogen atom; R.sup.6 is a group selected from C.sub.3-C.sub.6-cycloalkyl, 3- to 10-membered heterocyclyl, aryl, heteroaryl, --(CH.sub.2).sub.q--(C.sub.3-C.sub.6-cycloalkyl), --(CH.sub.2).sub.q-(3- to 10-membered heterocyclyl), --(CH.sub.2).sub.q-aryl, and --(CH.sub.2).sub.q-heteroaryl, wherein said group is optionally substituted, one or more times, identically or differently, with a substituent selected from: halo-, hydroxyl-, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, --N(H)C(.dbd.O)R.sup.8, --N(R.sup.7)C(.dbd.O)R.sup.8, --N(H)C(.dbd.O)NR.sup.8R.sup.7, --N(R.sup.7)C(.dbd.O)NR.sup.8R.sup.7, --NR.sup.8R.sup.7, --C(.dbd.O)N(H)R.sup.8, --C(.dbd.O)NR.sup.8R.sup.7, R.sup.8--S--, R.sup.8--S(.dbd.O)--, and R.sup.8--S(.dbd.O).sub.2--; R.sup.7 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or a C.sub.3-C.sub.6-cycloalkyl- group; or NR.sup.6R.sup.7 together form a 3- to 10-membered heterocyclyl group, optionally substituted, one or more times, identically or differently, with halogen, hydroxy, cyano-, nitro-, C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkyl-, C.sub.1-C.sub.6-alkoxy-, halo-C.sub.1-C.sub.6-alkoxy-, hydroxy-C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, halo-C.sub.1-C.sub.6-alkoxy-C.sub.1-C.sub.6-alkyl-, C.sub.2-C.sub.6-alkenyl-, C.sub.2-C.sub.6-alkynyl- or C.sub.3-C.sub.6-cycloalkyl-; R.sup.8 is a hydrogen atom, a C.sub.1-C.sub.6-alkyl-, or C.sub.3-C.sub.6-cycloalkyl- group; n is an integer of 0 or 1; and q is an integer of 0, 1 or 2, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing. 5. The compound according to claim 1, which is selected from the group consisting of: N-Cyclopropyl-4-[2-(2-methoxy-phenylamino)-[1,2,4]triazolo[1,5-a]pyridin-- 6-yl]-benzamide; 3-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}-N-phenylbe- nzamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}- phenyl)-2-[4-(trifluoromethyl)phenyl]acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-methoxy-2-phenylacetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-[3-(trifluoromethyl)phenyl]acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(2-fluorophenyl)acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(3-fluorophenyl)acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(4-fluorophenyl)acetamide; 1-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 3-phenylurea; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(pyridin-3-yl)acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(3-methoxyphenyl)acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-(3,4-difluorophenyl)acetamide; N-(4-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)-- 2-phenylacetamide; N-(4-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-2-phenylacetamide; 2-cyclopropyl-N-(4-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyrid- in-6-yl}phenyl)acetamide; N-(4-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )cyclopropanecarboxamide; 2-phenyl-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triazolo[1,5-a]- pyridin-6-yl)phenyl]acetamide; N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triazolo[1,5-a]pyridin-6- -yl)phenyl]cyclopropanecarboxamide; 2-cyclopropyl-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triazolo[1- ,5-a]pyridin-6-yl)phenyl]acetamide; 2-(4-methylpiperazin-1-yl)-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2- ,4]triazolo[1,5-a]pyridin-6-yl)phenyl]acetamide; 2-(morpholin-4-yl)-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triaz- olo[1,5-a]pyridin-6-yl)phenyl]acetamide; 2-(piperidin-1-yl)-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triaz- olo[1,5-a]pyridin-6-yl)phenyl]acetamide; 2-amino-2-phenyl-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triazol- o[1,5-a]pyridin-6-yl)phenyl]acetamide; 2-(pyridin-3-yl)-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triazol- o[1,5-a]pyridin-6-yl)phenyl]acetamide; 2-methoxy-2-phenyl-N-[4-(2-{[2-(trifluoromethyl)phenyl]amino}[1,2,4]triaz- olo[1,5-a]pyridin-6-yl)phenyl]acetamide; N-(4-{2-[(2-cyano-5-methylphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl- }phenyl)-2-phenylacetamide; N-(4-{2-[(2-cyano-3-fluorophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl- }phenyl)-2-phenylacetamide; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-2-phenylacetamide; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )cyclopropanecarboxamide; 1-Cyclopropyl-N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyrid- in-6-yl}phenyl)methanesulfonamide; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )cyclopropanesulfonamide; 1-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-3-phenylurea; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )benzenesulfonamide; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )benzamide; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-4-methylpiperazine-1-carboxamide; 1-cyclopropyl-3-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyrid- in-6-yl}phenyl)urea; N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )morpholine-4-carboxamide; 4-(dimethylamino)-N-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]p- yridin-6-yl}phenyl)piperidine-1-carboxamide; 1-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-3-pyridin-3-ylurea; 1-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-3-[2-(morpholin-4-yl)ethyl]urea; 1-(3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl- )-3-pyridin-4-ylurea; 2-[(6-{3-[(4-methylpiperazin-1-yl)carbonyl]phenyl}[1,2,4]triazolo[1,5-a]p- yridin-2-yl)amino]benzonitrile; 3-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}-N-cyclopen- tylbenzamide; 3-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}-N-(1-methy- lpiperidin-4-yl)benzamide; N-benzyl-3-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}be- nzamide; 3-{2-[(2-cyanophenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}-N-- cyclopropylbenzamide; N-cyclopropyl-3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-- 6-yl}benzamide; and N-benzyl-3-{2-[(2-methoxyphenyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}- benzamide, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of any of the foregoing. 6. A method of preparing the compound of formula (I) according to claim 1, comprising reacting an intermediate compound of formula (5): ##STR00096## wherein R.sup.1, R.sup.3, R.sup.4, and R.sup.5 are as defined in claim 1, with an aryl halide of formula (5a): R.sup.2--Y (5a) wherein R.sup.2 is as defined in claim 1, and Y represents a leaving group, to form the compound of formula (I): ##STR00097## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in claim 1. 7. A method of preparing the compound of formula (I) according to claim 1, comprising reacting an intermediate compound of formula (7): ##STR00098## wherein R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in claim 1, and R.sup.1a is an aryl group to which an --NH.sub.2 substituent is bound, with a compound of formula: R.sup.1b--X (7a) wherein R.sup.1b is --C(.dbd.O)R.sup.6, --C(.dbd.O)NR.sup.6R.sup.7, --S(.dbd.O)R.sup.6, or --S(.dbd.O).sub.2R.sup.6, and X is a suitable functional group via which the R.sup.1b of the R.sup.1b--X compound (7a) can be coupled, via a coupling reaction, onto the --NH.sub.2 substituent bound to the aryl group R.sup.1a of compound (7), thereby replacing said X with said R.sup.1a, to form the compound of formula (I): ##STR00099## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in claim 1. 8. A pharmaceutical composition comprising the compound according to claim 1, and a pharmaceutically acceptable diluent or carrier. 9. A pharmaceutical combination comprising: the compound according to claim 1; and one or more agents selected from: a taxane, Docetaxel, Paclitaxel, or Taxol; an epothilone, Ixabepilone, Patupilone, or Sagopilone; Mitoxantrone; Predinisolone; Dexamethasone; Estramustin; Vinblastin; Vincristin; Doxorubicin; Adriamycin; Idarubicin; Daunorubicin; Bleomycin; Etoposide; Cyclophosphamide; Ifosfamide; Procarbazine; Melphalan; 5-Fluorouracil; Capecitabine; Fludarabine; Cytarabine; Ara-C; 2-Chloro-2'-deoxyadenosine; Thioguanine; an anti-androgen, Flutamide, Cyproterone acetate, or Bicalutamide; Bortezomib; a platinum derivative, Cisplatin, or Carboplatin; Chlorambucil; Methotrexate; and Rituximab. 10. A method of inhibiting Mps-1 kinase activity comprising contacting Mps-1 kinase with an effective amount of the compound according to claim 1. 11. A method of inhibiting Mps-1 kinase activity comprising contacting Mps-1 kinase with an effective amount of the compound according to claim 2. 12. A method of inhibiting Mps-1 kinase activity comprising contacting Mps-1 kinase with an effective amount of the compound according to claim 3. 13. A method of inhibiting Mps-1 kinase activity comprising contacting Mps-1 kinase with an effective amount of the compound according to claim 4. 14. A method of inhibiting Mps-1 kinase activity comprising contacting Mps-1 kinase with an effective amount of the compound according to claim 5.

Details for Patent 9,676,766

Applicant	Tradename	Biologic Ingredient	Dosage Form	BLA	Approval Date	Patent No.	Expiredate
Genentech, Inc.	RITUXAN	rituximab	Injection	103705	11/26/1997		2029-11-30
Idec Pharmaceuticals Corp.	RITUXAN	rituximab	Injection	103737	02/19/2002		2029-11-30
Genentech, Inc.	RITUXAN HYCELA	rituximab and hyaluronidase human	Injection	761064	06/22/2017		2029-11-30